Two-component dental molding material made of hydroxyl-functional polyethers and alkoxysilanes or silicic acid esters

ABSTRACT

Condensation-crosslinking two-component dental molding materials based on polyethers are particularly suitable for taking impressions. Such materials are used in dental medicine, for example for taking tooth impressions, for bite registration, or for lining dental prostheses. The molding material is made of the following: a) at least one hydroxylsilyl-functional polyether; 
         b) at least one alkoxysilane b 1 ) or one polysilicic acid ester b 2 );    c) at least one reinforcing filler c 1 ) having a BET surface of at least 50 m 2 /g or at least one non-reinforcing filler c 2 ) having a BET surface of less than 50 m 2 /g, d) water, if necessary; and e) at least one condensation catalyst.

BACKGROUND OF THE INVENTION

1. Field of the Invention

The present invention relates to condensation-crosslinking two-componentdental molding materials based on polyethers, which are particularlysuitable for taking impressions, as well as mixtures that can beobtained from them, and their use. Such materials are used in dentalmedicine, for example for taking tooth impressions, for biteregistration, or for lining dental prostheses.

2. The Prior Art

Condensation-crosslinking dental molding materials usually containhydroxyl-functional polymers with a silicon backbone, which crosslinkand cure in the presence of water and metallorganic compounds, forexample organic tin or titanium compounds. However, such materials arecomparatively hydrophobic, because of the silicon backbone of thepolymers, so that significant proportions of surfactant must be added tothem, for the purpose of reducing the surface tension and to adjust therequired wettability.

As an alternative to this, two-component dental molding materials areknown that contain polymers having terminal alkoxysilyl groups and ahydrophilic polyether backbone, which demonstrate sufficientlyhydrophilic properties for wetting of the moist tooth substance.Usually, these materials consist of a base component containingalkoxysilyl-functional polyether having an average molecular weight of800 to 20,000 g/mol, which can also have urea and/or urethane groups, asa function of their synthesis, fillers, as well as any other necessaryadditives, and a catalyst component that contains not only fillers andany other necessary additives but also an organic and/or inorganic acidas the catalyst.

Condensation-crosslinking two-component dental molding materials areknown from EP 0 269 819 B1, the base component of which containspolyaddition products containing alkoxysilyl end groups, having apredominantly linear molecular structure and an average molecular weightof 800 to 20,000 g/mol, which have a content of polyether groups of 25to 90 wt.-%, a content of urethane groups of 0.5 to 10 wt.-%, a contentof urea groups of 0.5 to 10 wt.-%, as well as a content of terminalalkoxysilyl groups of 1 to 25 wt.-%, and the catalyst component of whichcontains a mixture containing water as well as organic and/or inorganicacids in weight amount ratios (water/acid) of 1:0.01 to 1:40.

European Patent No. EP 1 226 808 A2 discloses condensation-crosslinkingtwo-component dental molding materials consisting of a base componentand a catalyst component, the base component of which containsalkoxysilyl-functional polyethers having a linear or branched main chainand an average molecular weight of 800 to 20,000 g/mol, which have acontent of polyether groups of 20 to 95 wt.-%, a content of terminalalkoxysilyl groups of 0.2 to 25 wt.-%, as well as a content of urethanegroups or urea groups of up to 10 wt.-%, if necessary, and the catalystcomponent of which contains a mixture containing water as well asorganic and/or inorganic acids in weight amount ratios of 1:0.01 to1:40. Preferably, the catalyst component contains p-toluene sulfonicacid hydrate as the catalyst, and a polyether diol and additionaladditives, such as fillers, paraffin, emulsifier, and the like.

However, the known dental materials based on alkoxysilyl ethers have thedisadvantage of binding with insufficient rapidity. Furthermore, thecatalyst mixture, which according to the state of the art mustnecessarily contain an acid, is limited with regard to the chemicalnature and the amount of fillers that can be added, so that specialadditives, such as emulsifiers and/or thickeners, must be added to it,so that the two components can be mixed using mixer systems that areusual on the market. Because of the lack of flexibility with regard tothe addition of fillers, the components of the dental material mustfurthermore be specially formulated in order to obtain components to bemixed in a ratio of 1:1.

SUMMARY OF THE INVENTION

It is therefore an object of the present invention to make available ahydrophilic condensation-crosslinking two-component dental moldingmaterial based on polyethers, which demonstrates faster binding kineticsas compared with those previously known, is flexible with regard to thechemical nature and amount of fillers to be added to the catalystcomponent, and furthermore can easily be formulated in the form of 1:1systems.

According to the invention, this task is accomplished by means of acondensation-crosslinking two-component dental molding materialcontaining

-   -   a) at least one hydroxylsilyl-functional polyether,    -   b) at least one alkoxysilane b₁) and/or one polysilicic acid        ester b₂),    -   c) at least one reinforcing filler c₁) having a BET surface of        at least 50 m²/g and/or at least one non-reinforcing filler c₂)        having a BET surface of less than 50 m²/g,    -   d) water, if necessary, as well as    -   e) at least one condensation catalyst.

Surprisingly, it was found, within the scope of the present invention,that condensation-crosslinking two-component dental molding materialsthat contain at least one hydroxylsilyl-functional polyether a) as wellas at least one alkoxysilane b₁) and/or one polysilicic acid ester b₂)in place of the alkoxysilyl-functional polyether that is conventionallyused, bind more quickly than materials that containalkoxysilyl-functional polyethers.

Furthermore, it was found that the two-component dental materialsaccording to the invention, containing, in combination, at least onehydroxylsilyl-functional polyether as well as at least one alkoxysilaneand/or one polysilicic acid ester can be crosslinked and cured not onlyby means of acids, as described in the state of the art for dentalmaterials that exclusively contain alkoxysilyl-functional polyethers,but also with other condensation catalysts, such as bases andmetallorganic compounds, with reaction kinetics that are suitable fordental materials. Therefore the systems according to the invention arealso more flexible than the materials previously known, with regard tothe chemical nature and the amount of the fillers to be added to thecatalyst component.

Fundamentally, all the polyethers containing hydroxylsilyl groups thatare known to a person skilled in the art can be used ashydroxylsilyl-functional polyethers a), whereby the polyether backbonecan be linear and/or branched, and can be composed, for example, ofpolyethylene oxide, polypropylene oxide, polytetrahydrofuran and/ortheir copolymers, whereby these monomers can be present statistically,in blocks, or in a tactical arrangement. Monovalent or multivalentalcohols can be used as starters for the polyethers and/or copolymers,such as, for example, methanol, butanol, glycerin, trimethyl propane,pentaerythrite, and sorbitol. For example, copolymers ofpolytetrahydrofuran with polyethylene oxide or of polyethylene oxide andpolypropylene oxide can be used, whereby pure polypropylene oxide isparticularly preferred. Furthermore, polyethers having side-positionalkyl groups are preferred, whereby every or at least every tenthmonomer structural unit carried a side-position alkyl group.

Preferably, the hydroxylsilyl-functional polyethers a) have anumerically average molecular weight from 200 to 250,000 g/mol,particularly preferably from 400 to 100,000 g/mol, and very particularlypreferably from 1,000 to 20,000 g/mol.

According to a special embodiment of the present invention, thehydroxylsilyl structural unit(s) of the at least one polyether a) is/aredisposed exclusively terminally, with reference to the polymer backbone,and fall under the general formula SiR¹R²R³, where R¹, R², R³,independent of one another, are hydrogen, alkyl, or hydroxy, with theproviso that at least one radical is a hydroxyl group. Particularlypreferably, the at least one polyether has a hydroxyl group content of0.08 to 7.0 mmol/g, particularly preferably of 0.1 to 5, and verypreferably of 0.1 to 1.0 mmol/g.

Preferably, the at least one hydroxylsilyl-functional polyether a) has acontent of polyether groups between 1 and 30 mmol/g and particularlypreferably between 2 and 25 mmol/g.

In another embodiment of the invention polyethers a) are used that havealkylene spacers disposed on the preferably terminal hydroxylsilylgroups, in each instance, as the third structural unit, which spacersparticularly preferably have C₁-C₆ alkyl groups, and very particularlypreferably C₁-C₃ alkyl groups, and most highly particularly preferablymethylene groups.

Furthermore, the at least one polyether a) can have 0 to 8 mmol/g,particularly preferably 0 to 4 mmol/g, and very particularly preferably0.02 to 2 mmol/g urethane groups, and/or 0 to 8 mmol/g and particularlypreferably 0 to 2 mmol/g urea groups as the fourth structural unit, as afunction of the synthesis.

For example, the individual structural units of the at least onepolyether a) can be disposed according to one of the following generalformulas (I) and (II):

where x=1 to 6, preferably x=2 to 4, and very particularly preferablyx=2, n=1 to 6, preferably n=1 to 3, and very particularly preferablyn=1, as well as m=0 or 1, particularly preferably m=1, and R¹, R², R³,independent of one another, are hydrogen, alkyl, or hydroxyl, with theproviso that at least one radical is a hydroxyl group, preferably R¹ andR³, independent of one another, are alkyl, as well as R²=hydroxyl andparticularly preferably, R¹ and R³=methyl as well as R²=hydroxyl, and/or

where x=1 to 6, preferably x=2 to 4, and very particularly preferablyx=2, n=1 to 6, preferably n=1 to 3, and very particularly preferablyn=1, as well as 1=0 or 1, particularly preferably 1=1, and R¹, R², R³,independent of one another, are hydrogen, alkyl, or hydroxyl, with theproviso that at least one radical is a hydroxyl group, preferably R¹ andR³, independent of one another, are alkyl, as well as R²=hydroxyl andparticularly preferably, R¹ and R³=methyl as well as R²=hydroxyl.

The production of these hydroxylsilyl-functional polyethers is known andis described, for example, in W. Ziche,“Isocyanatomethyl-dimethylmonomethoxysilane—A Building Block for RTV-2Systems,” 2^(nd) European Organosilicon Days, Programs & Abstracts,which is herein incorporated by reference.

Particularly good results are obtained, however, if the at least onehydroxylsilyl-functional polyether a) is a linear polyether, wherebylinear polyethers having the general formula (III):

-   -   wherein    -   A=NH or O,    -   R¹, R² independent of one another, are alkyl, aryl, aralkyl,        preferably methyl,    -   n is a whole number between 1 and 6, preferably between 1 and 3,        and particularly preferably 3        [Polyether]=[CH₂—O]_(n1), [CH₂—CH₂—O]_(n2),        [CH₂—C(CH₃)H—O]_(n3), [C(CH₃)H—CH₂—O]_(n4),        [CH₂—CH₂—CH₂—CH₂—O]_(n5) oder or [CH₂—CRH—O]_(n6), where

-   R is alkyl, aryl, aralkyl,

-   n₁ is a whole number between 1 and 500, preferably between 1 and 10,

-   n₂ is a whole number between 1 and 1,000, preferably between 1 and    20,

-   n₃, n₄ independent of one another, are a whole number between 1 and    1,500, preferably between 1 and 300,

-   n₅ is a whole number between 1 and 100, preferably between 1 and 15,    and

-   n₆ is a whole number between 1 and 1500, preferably between 1 and    300,    are very particularly preferred.

According to a special embodiment of the present invention, thecondensation-crosslinking two-component dental molding material containsat least one hydroxylsilyl-functional polyether a) according to thegeneral formula (IV)

-   -   and/or the general formula (V)

Preferably, the two-component dental material according to the inventioncontains 10 to 80 wt.-%, particularly preferably 20 to 70 wt.-%, andvery particularly preferably 30 to 70 wt.-% of at least one polyether a)that contains hydroxylsilyl groups, with reference to the total mixture.

Fundamentally, any alkoxysilanes b₁) that are known to persons skilledin the art can be used within the scope of the present invention,whereby, however, good results can be achieved in particular withcompounds having the general formula (VI):Si(OR⁵)_(x)R⁶ _(y)

-   -   where    -   x is a whole number between 1 and 4, preferably x≦3,    -   y=4−x, preferably y≦1,    -   R⁵, independent of one another, are alkyl, aryl, acyl,        preferably methyl or ethyl,    -   R⁶, independent of one another, are alkyl, alkenyl, aryl, acyl,        (meth)acryloxy alkyl, amino(cyclo)alkyl, amino acryl, preferably        methyl, ethyl, or vinyl.

Particularly preferred examples for silanes b₁) to be used according tothe invention are tetraalkoxysilanes, particularly tetramethoxysilaneand tetraethoxysilane, as well as trialkoxysilanes, particularly vinyltrimethoxysilane and vinyl triethoxysilane.

According to the invention, the two-component dental material containsat least one polysilicic acid ester b₂), in place of or in addition tothe alkoxysilane b₁), which is preferably a compound having the generalformula (VII):(R⁵O)_(x1)R⁷ _(y2)—Si—[O—Si(OR⁵)₂]_(n)—OSiR⁷ _(y2)(OR⁵)_(x2)where

-   x₁, x₂, independent of one another, are whole numbers between 0 and    3, preferably x₁=x₂≧1,-   y₁=3−x₁, y₂₌₃−x₂, preferably y₁=y₂≦2,-   n is a whole number between 0 and 50, preferably between 0 and 25,    particularly preferably between 0 and 10, and very particularly    preferably 1,-   R⁵, independent of one another, are alkyl, aryl, acyl, preferably    methyl or ethyl,-   R⁷, independent of one another, are alkyl, alkenyl, aryl, acyl,    preferably methyl, ethyl, or vinyl.

Within the scope of the present invention, it has been shown thatparticularly good results are achieved if the dental molding materialcontains 0.1 to 5.0%, particularly preferably 0.2 to 4.0%, and veryparticularly preferably 0.2 to 3.0% of at least one alkoxysilane b₁)and/or 0.1 to 3.0%, particularly preferably 0.1 to 2%, and veryparticularly preferably 0.1 to 1.0% of at least one polysilicic acidester b₂).

According to a first embodiment of the present invention, the at leastone catalyst e) is an acid, whereby organic or inorganic acids arepreferred. In particular, sulfuric acid, phosphoric acid, dibutylphosphoric acid, trifluoromethane sulfonic acid, tartaric acid, citricacid, adipinic acid, benzoic acid, 2-ethyl caproic acid or alkanic acid,and particularly preferably, p-toluene sulfonic acid have proventhemselves to be particularly suitable, alone or in mixtures with oneanother.

In this embodiment, the catalyst component B, with reference to thetotal mixture, contains 0.01 to 2 wt.-%, particularly preferably 0.05 to1.0 wt.-%, and very particularly preferably 0.05 to 0.5 wt.-% of atleast one acid e).

According to a second embodiment of the present invention, thetwo-component dental molding materials according to the inventioncontain at least one base and/or one salt from a base with an acid asthe catalyst e), whereby with the exception of inorganic bases, such asalkali metal hydroxides, alkali metal carbonates, and the like, whichare unsuitable for dental medicine applications because of theirtoxicological hazardousness and/or because of overly slow reactionkinetics, fundamentally all known bases, particularly organic bases,Lewis bases, basic ion exchanger resins, strong, sterically hinderedbases and superbases are suitable for this purpose.

Particularly preferably, the two-component dental materials contain atleast one strong, sterically hindered base as the catalyst e). Withinthe scope of the present invention, it was surprisingly found that whenusing strong, sterically hindered bases, in comparison with the use ofother bases, only a very slight catalyst concentration is necessary inorder to obtain dental material having suitable reaction kinetics,particularly a sufficiently long working and curing time. Because of thelow amount of catalyst required, the resulting dental materials alsodemonstrate outstanding biocompatibility. Furthermore, in this manner,reaction kinetics with a snap effect, as described in EP 1 226 808 A2,which is hereby introduced as a reference and thereby considered to bepart of the disclosure, are achieved. Furthermore, this catalyst systemdemonstrates good storage stability, and is neutral in terms of odor andtaste, in contrast to dental impression materials on the basis ofaziridinopolyethers, as they are disclosed, for example, inInternational Application No. PCT/EP02/05916, German Patent No. DE 19753 456, and International Application No. PCT/EP01/13852.

Fundamentally, the two-component dental materials according to theinvention can contain any of the strong, sterically hindered bases knownto a person skilled in the art as the catalyst e), whereby(CH₃)₂NC(═NH)N(CH₃)₂ 1,1,3,3-tetramethylguanidine

1,8-diazabicyclo[5.4.0]undec-7-ene (DBU),

1,5-diazabicyclo[4.3.0]non-5-ene (DBN)

tert-butylimino-tris(dimethylamino)phosphoran

tert-butylimino-tri(pyrrolidino)phosphoran

tert-octylimino-tris(dimethylamino)phosphoran

2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine

2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorineon polystyrene

1-tert-butyl-2,2,4,4,4-pentakis(diethylamino)-2Λ5,4Λ5-catenadi(phosphazene)

1-ethyl-2,2,4,4-pentakis(diethylamino)-2Λ5,4Λ5-catenadi(phosphazene)

1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)-phosphoranylidenamino]-2Λ⁵,4Λ⁵-catenadi (phosphazene)

1-tert-octyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)-phosphoranylidenamino]-2Λ⁵,4Λ⁵-catenadi(phosphazene)

2,8,9-triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane

2,8,9-triisopropyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane

2,8,9-trimethyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecaneas well as 2-tert-butyl-1,1,3,3-tetramethylguanidine,N,N-dicyclohexylmethylamine, N,N-diethylaniline,N,N-diisopropyl-2-ethylbutylamine, N,N-diisopropylmethylamine,N,N-diisopropyl-3-pentylamine, N,N-dimethylaniline,2,6-di-tert-butyl-4-methylpyridine, 1,5,7-triazabicyclo(4.4.0)dec-5-ene,7-methyl-1,5,7-triazabicyclo(4.4.0)dec-5-ene,1,5-diazabicyclo(4.3.0)non-5-ene, 1,1,3,3-tetramethylguanidine,quinuclidine, 2,2,6,6-tetramethylpiperidine, pempidine, tributylamine,triethylamine, N-ethyldiisopropylamine,3,3,6,9,9-pentamethyl-2,10-diazabicyclo-(4.4.0)dec-1-ene,N,N,N′N′-tetramethyl-1,8-naphthalenediamine,2,4,6-tri-tert-butylpyridine, and tris(trimethylsilyl)amine areparticularly preferred as strong, sterically hindered bases.1,1,3,3-tetramethylguanidine, DBU, and DBN are particularly preferred asthe base catalyst.

All of the bases e) mentioned above can be used individually or in anydesired combination with one another, in each instance. Preferablytoxically compatible bases are used, which are sufficiently basic todemonstrate a sufficient catalytic effect even when used in smallconcentrations, and, if necessary, to achieve an additional effect, forexample in connection with the desensitization of teeth.

A further development of the invention uses at least one salt from abase with an acid in place of or in addition to the at least one base asthe catalyst e). Preferably, the at least one salt is either a salt froma strong, sterically hindered base with a weak acid, or a salt from aweak base with a strong acid. Particularly preferred examples of saltsto be used according to the invention, produced from a strong base witha weak acid, are salts of diazabicycloundecane and/or1,5-diazabicyclo[4.3.0]non-5-ene with alkanic acids, fatty acids, ethylcaproic acid, ascorbinic acid, salicylic acid, acetylsalicyclic acid, orbenzoic acid. The acids last mentioned are preferably used for saltformation also because they demonstrate not only high catalysis activitybut also medicinal substance properties, as well as a preservativeand/or antioxidant effect. Particularly preferred examples of salts tobe used according to the invention, from strong acids with a weak baseare salts of toluene sulfonic acid with pyridine or toluene sulfonicacid with N,N-2-,4-,6-pentamethylaniline. Aside from toluene sulfonicacid, sulfuric acid, fluorosulfonic acid, trifluoromethane sulfonicacid, or fluorosulfuric acid can also be used as strong acids, forexample, whereas pyridine, pentamethylaniline, and pyrrol are otherpreferred examples of weak bases.

The use of at least one salt from a base with an acid is advantageousfor several reasons. For one thing, a salt, in contrast to the use of afree base, or, as provided in the state of the art, a free acid, bringsabout a moderate pH. For the salt pair of a sterically hindered basewith a weak acid, for example DBU with ethyl caproic acid, the pHpreferably lies between 8 and 11, and particularly preferably between 8and 9, whereas for the salt pair of a strong acid with a weak base, forexample toluene sulfonic acid with pyridine, the pH is preferablybetween 2 and 7, and particularly preferably between 3 and 4. Because ofthese moderate pH values, good compatibility of the dental materialsaccording to the invention with the mucous membranes of the mouth andwith the tooth enamel is guaranteed, so that no etching or irritationwill occur. Furthermore the moderate pH values of the stated catalystsalts, in other words the salts from a base with an acid, preferably ofa strong base with a weak acid or of a strong acid with a weak base,impart an excellent storage stability to the dental materials, sincethese salts, in contrast to free acids or bases, are chemically inertwith regard to the other ingredients of the dental material, and thus donot enter into any secondary reactions or decomposition reactions withother ingredients, such as with fillers, for example, with the polyetherused as a paste formation agent, or with the alkoxysilyl polyether,particularly during the storage period and after curing. In contrast tothe stated catalyst salts e), strong bases, for example, attach thecristobalite that is frequently used as a filler in dental materials, orstrong acids attack polyether and alkoxysilyl polyether, whereby thefree base or the free acid, respectively, is used up and therefore thecatalyst activity that was originally adjusted is reduced. This resultsin a longer curing time, or in an extreme case, actually preventscuring. A polymer decomposition as the result of secondary ordecomposition reactions after curing would furthermore result in a lackof shape stability; such shape stability, however, is an absoluteprerequisite for making a mold and producing a model.

Another advantage of the use of the catalyst salts e) provided accordingto the invention lies in the avoidance of interactions between thecatalyst and active substance additives, since the pH can be directlyadjusted to the requirements of the active substance by means ofselecting a suitable catalyst salt, and therefore an unrestrictedeffectiveness of the active substances is guaranteed. Furthermore, thedental materials according to this embodiment demonstrate goodbiocompatibility, because of the surprisingly low concentrations of thestated catalyst salts that are required. Finally, the dental materialsaccording to this embodiment are also characterized by excellentneutrality in terms of odor and taste, which is an important propertyfor a dental molding material, in order to achieve patient acceptanceand avoid gagging reactions of the patient during application.

Preferably, the dental materials according to the invention contain0.001 to 1 mmol/g, particularly preferably 0.001 to 0.5, and veryparticularly preferably 0.001 to 0.1 mmol/g of at least one base, whichis preferably a strong, sterically hindered base, and/or 0.001 to 1.0mmol/g, particularly preferably 0.001 to 0.5, and very particularlypreferably 0.001 to 0.1 mmol/g of at least one salt from a strong basewith a weak acid, and/or 0.0005 to 0.5 mmol/g, particularly preferably0.0005 to 0.25, and very particularly preferably 0.0005 to 0.05 mmol/gof at least one salt from a weak base with a strong acid, in thecatalyst component B, with reference to the total mixture.

In the case of the first and second embodiment, in other words whenusing at least one acid, one base, or one salt from an acid and a baseas the catalyst e), the at least one alkoxysilane b₁) and/or the atleast one silicic acid ester b₂) are preferably contained in thecomponent A, and the at least one hydroxylsilyl-functional polyether a),the water d), if it is provided, and the catalyst e) are contained inthe component B.

The water d) that is possibly contained in the catalyst component Bleads to the formation of silanol groups, by means of reaction with thealkoxy groups of the silane b₁) or the silicic acid ester b₂), whichgroups in turn represent the reactive species for the condensationreaction. Preferably, the catalyst component B of the two-componentdental molding material according to the invention contains 0.001 to 3%,particularly preferably 0.005 to 2%, and very particularly preferably0.01 to 1.5% water d), with reference to the total mixture.

It has proven to be advantageous that the molar ratio of water to alkoxygroups, with reference to the total mixture, amounts to between 1:6 and1:1.5, and particularly preferably between 1:4 and 1:2. Within the scopeof the present invention, it has surprisingly been shown that reactionkinetics in keeping with dental requirements, in other words acomparatively long working time at a comparatively short dwell time inthe mouth, with snap effect, is achieved if the water content of thetotal mixture is lower than the alkoxy group content of the totalmixture.

According to a third embodiment of the present invention, the at leastone catalyst e) is a metallorganic compound, preferably a metalalkoxide, a chelate and/or an oligocondensate or polycondensate of ametal alkoxide, a double metal alkoxide, in other words an alkoxide thatcontains two different metals in a specific ratio, a metal acylate,and/or a metal carboxylate. Examples of suitable metal alkoxides arethose selected from among the group consisting of aluminum alkoxide,antimony alkoxide, barium alkoxide, boron alkoxide, calcium alkoxide,cerium alkoxide, erbium alkoxide, gallium alkoxide, silicon alkoxide,germanium alkoxide, hafnium alkoxide, indium alkoxide, iron alkoxide,lanthanium alkoxide, magnesium alkoxide, neodynium alkoxide, samariumalkoxide, strontium alkoxide, tantalum alkoxide, titanium alkoxide, tinalkoxide, vanadium alkoxide, yttrium alkoxide, zinc alkoxide, zirconiumalkoxide, and mixtures of them.

Particularly preferably, the at least one metallorganic compound is atitanium organic, zirconium organic, and tin organic compound, wherebytitanium tetraethylate, titanium tetrapropylate, titaniumtetraisopropylate, titanium tetrabutylate, titanium tetraisooctylate,titanium isopropylate tristeaorylate, titanium triisopropylatesteaorylate, titanium diisopropylate disteaorylate, titaniumtriisopropylate-O-allyloxy(polyethylenylate), titanium allylacetoacetatetriisopropylate, titanium bis(triethanolamine) diisopropylate, titaniumchloride triisopropylate, titanium di-n-butylate (bis-2,4-pentanedionate), titanium dichloride diethylate, titanium diisopropylatebis-(2,4-pentane dionate), titanium diisopropylatebis(tetramethylheptane dionate), titanium tetraisobutylate, titaniumdilactate, titanium methacrylate triisopropylate, zirconiumtetrapropylate, zirconium tetraisopropylate, zirconium tetrabutylate,zirconium tetraethylate, zirconium hexafluoropentane dionate, zirconiumdimethacrylate, zirconium trifluoropentane dionate, zirconiumdimethacrylate dibutylate, tin dibutyl laurate, tin dibutyl mercaptide,tin dibutyl dicarboxylate, tin dioctyl dicarboxylate, tinbis(2-ethoxyhexaonate), tin bis(neodecanoate), tin tetraallylate, tintetramethylate, tin tetravinylate, tin dimethyl hydroxyoleate, dialkyltin diacetate, tin (II) octoate, dialkyl tin diacylate, dialkyl tinoxide are very particularly preferred.

In the case of this third embodiment, the hydroxylsilyl-functionalpolyether a) as well as the water d), if it is provided, are preferablycontained in the component A, and the alkoxysilane b₁) and/or thesilicic acid ester b₂) as well as the catalyst e) are contained in thecomponent B.

Preferably, the catalyst component B contains 0.1 to 3.0%, particularlypreferably 0.1 to 2.0%, and very particularly preferably 0.1 to 1.5% ofat least one metallorganic compound as the catalyst e), with referenceto the total mixture.

According to the invention, the component A of the dental moldingmaterial according to the invention contains at least one reinforcingfiller c₁) and/or at least one non-reinforcing filler c₂), whereas thecatalyst component B does not have to contain any filler. Preferably,however, the component B also contains at least one reinforcing fillerc₁) and/or at least one non-reinforcing filler c₂).

Highly disperse, active fillers having a BET surface of at least 50 m²/gare particularly suitable as reinforcing fillers c₁). Those having anindividual particle size in the nanometer range, which can be present asaggregates and/or agglomerates, are particularly suitable. Preferably,the at least one reinforcing filler c₁) is selected from the group thatconsists of aluminum hydroxide, zinc oxide, titanium oxide, zirconiumoxide, silicon dioxide, as well as precipitated and/or pyrogenic silicicacid. Of course, the compounds mentioned above can be used individuallyor in any desired combination with one another, specifically also bothin hydrophilic and in hydrophobized form.

Furthermore preferably, the at least one reinforcing filler c₁) ispresent in the form of nanoparticles, as a fiber-form or lamella-formfiller, for example a mineral fiber-form filler, or as a syntheticfiber-form filler.

In a further development of the invention, the reinforcing filler c₁)provided in the component that contains the alkoxysilane b₁) and/or thesilicic acid ester b₂) has a water content of maximally 0.5 wt.-%,particularly preferably of maximally 0.3 wt.-%, and very particularlypreferably of maximally 0.15 wt.-%, whereby the water content isdetermined by way of Karl Fischer titration, according to the invention.

According to a special embodiment of the present invention, the at leastone reinforcing filler c₁) in the base component A has a pH between 5and 9, and particularly preferably between 5.5 and 8.5. In this manner,degradation of the hydroxylsilyl-functional polyethers during storage isavoided.

Preferably, the base component A of the dental molding materialaccording to the invention contains 0 to 50 wt.-%, particularlypreferably 0.1 to 40 wt.-%, and very particularly preferably 0.1 to 30wt.-%, with reference to the component A, and the catalyst component Bcontains 0 to 50 wt.-%, particularly preferably 0.1 to 40 wt.-%, andvery particularly preferably 0.1 to 30 wt.-% of at least one reinforcingfiller c₁), with reference to the component B.

Fundamentally, the same substances as for the reinforcing fillers aresuitable as non-reinforcing fillers c₂), whereby the non-reinforcingfillers necessarily have a BET surface of less than 50 m²/g(Schriftenreihe Pigmente Degussa Kieselsäuren/Degussa pigment monographseries, silicic acids/, No. 12, page 5, as well as No. 13, page 3).Preferably the at least one non-reinforcing filler is a substanceselected from among the group that consists of earth alkali metaloxides, earth alkali metal hydroxides, earth alkali metal fluoride,earth alkali metal carbonates, calcium apatite (Ca₅[(F, Cl, OH,½CO₃|(PO₄)₃], particularly calcium hydroxyl apatite (Ca₅[(OH)|(PO₄)₃],titanium dioxide, zirconium dioxide, aluminum hydroxide, silicondioxide, precipitated silicic acid, and calcium carbonate. Of course,the compounds mentioned above can be used individually or in any desiredcombination with one another, specifically also both in hydrophilic andin hydrophobized form.

Preferably, the non-reinforcing fillers c₂) that are used have anaverage grain size greater than 0.1 μm (Ullmann's Encyclopädie derTechnischen Chemie [Encyclopedia of technical chemistry], Volume 21,page 523).

In a further development of the invention, the non-reinforcing fillerc₂) provided in the component that contains the alkoxysilane b₁) and/orthe silicic acid ester b₂) has a water content of maximally 0.5 wt.-%,particularly preferably maximally 0.1 wt.-%, and very particularlypreferably maximally 0.05 wt.-%.

According to a special embodiment of the present invention, the at leastone non-reinforcing filler c₂) in the base component A has a pH between5 and 9, and particularly preferably between 5.5 and 8.5, in order toprevent degradation of the hydroxyl-functional polyethers duringstorage.

Preferably, the base component A of the dental molding materialaccording to the invention contains 0 to 80 wt.-%, particularlypreferably 0.05 to 75 wt.-%, and very particularly preferably 0.1 to 70wt.-%, with reference to the component A, and the catalyst component Bcontains 0 to 80 wt.-%, particularly preferably 0.05 to 75 wt.-%, andvery particularly preferably 0.1 to 70 wt.-% of at least onenon-reinforcing filler c₂), with reference to the component B.

In total, the total content of fillers c₁), c₂) is preferably 0.01 to 80wt.-%, particularly preferably 0.05 to 75 wt.-%, and very particularlypreferably 0.1 to 70 wt.-%, with reference to the total mixture.

In a further development of the invention, exclusively acid-stableingredients are added to the dental materials according to the firstembodiment of the present invention, in which at least one acid is usedas the catalyst e), and exclusively base-stable ingredients are added tothe dental materials according to the second embodiment of the presentinvention, in which at least one base and/or at least one salt fromstrong bases and weak acids is used as the catalyst e), and to addexclusively acid-stable ingredients to the dental materials according tothe second embodiment of the present invention, in which at least onesalt from weak bases and strong acids is used as the catalyst e).Base-stable and acid-stable in the sense of the present invention refersto compounds that are so base-stable or acid-stable, even after astorage period of at least 12 months, that no noticeable deteriorationof the reaction kinetics that were originally adjusted occurs.

According to another special embodiment of the present invention, thereinforcing and non-reinforcing fillers c₁), c₂) contained in thecatalyst component B have a pH between 3.5 and 12. If free, strong,sterically hindered bases are used as the catalyst e), the catalystcomponent B preferably contains base-stable fillers c₁), c₂) having a pHbetween 6.0 and 12.0, and very particularly preferably those having a pHbetween 7.0 and 11.0. In the case of salts from strong, stericallyhindered bases with weak acids as the catalyst, base-stable fillershaving a pH between 6.0 and 11.0 are preferably used in the catalystcomponent B, and very particularly those having a pH between 7.0 and10.0 are used. If salts from strong acids with weak bases are used asthe catalyst e), the catalyst component B preferably containsbase-stable fillers having a pH between 3.5 and 9.0, and veryparticularly preferably those having a pH between 5.0 and 8.5.

In a further development of the invention, one or more of the followingadditives and/or ancillary substances are added to the dental moldingmaterial according to the invention:

-   -   f) buffer salts,    -   g) water catchers,    -   h) paste forming agents,    -   I) surfactant,    -   j) active substance,    -   k) plasticizer,    -   l) substance allowing optical scanning,    -   m) flavor and/or fragrance,    -   n) substance allowing diagnosis,    -   o) fluoridation agent,    -   p) bleach substance,    -   q) desensitization agent,    -   r) adhesion bond imparting agent,    -   s) dye,    -   t) indicator,    -   u) stabilizer (antioxidant),    -   v) antibacterial substance.

Buffer salts f) can optionally be added to the dental molding materialaccording to the invention, with which the pH of the catalyst componentB and of the base component A can be adjusted. Buffer systems having abuffer salt selected from among the group consisting of alkali metalhydrogen carbonate, dialkali hydrogen phosphate,tris(hydroxymethyl)aminomethane, phthalic acid monoalkali salt, phthalicacid monotetramethyl ammonium salt, ammonium salts of amines, cyclicamines, amides, cyclic amides, and4,4′-(oxidi-2,1-ethane-diyl)bismorpholine have proven themselves to beparticularly suitable for this purpose. As a person skilled in the artwill recognize, the addition of a buffer system f) is particularlypractical for the first and second embodiment of the present invention,in which a free acid or a free base is used as the catalyst. Such anaddition can, however, of course also be advantageous in the embodimentof the present invention in which a salt from a base with an acid isused as the catalyst, or in the third embodiment of the presentinvention, in which a metallorganic compound is used as the catalyst e).

According to another special embodiment of the present invention, thedental materials, specifically in the component that contains thealkoxysilane b₁) and/or the silicic acid b₂), have at least one watercatcher g), which is preferably selected from among the group thatconsists of alkoxysilanes, titanates, such as tetraisopropyltitanate,zirconates, such as tetrapropylzirconate, zeoliths, aluminum sulfate,anhydrous calcium sulfate (for example Drierite®), blue gel, andoxazolidines.

In a further embodiment of the invention, one or more functionalalkoxysilanes are used as water catchers g), since the crosslinkingspeed, the structure, and the properties of the resulting elastomer canbe adjusted by means of such compounds. Preferably, the at least onefunctional alkoxysilane is a compound having the general formula (VIII)R⁸ _(4-x)—Si—R⁹ _(x)

-   -   where R⁸═H, alkyl, alkenyl, —(CH₂)—X, where n=1 to 6, R⁹=alkoxy,    -   X═NH₂, NHR¹⁰, NR₂, whereby R¹⁰=alkyl, aminoalkyl, —CO, —OCH₃, as        well as X=0, 1, 2, 3, or 4,    -   whereby particularly preferably, R⁸=alkenyl or —(CH₂)_(n)—X with        X═NHR¹⁰ and n=1 or 3, and/or    -   x=3 or 4 and R¹⁰=—OCH₃.

Particularly preferably, the at least one functional alkoxysilane g) isvinyl trimethoxysilane and/or N-trimethoxysilylmethyl-O-methylcarbamate.The two compounds just mentioned are reactive silanes that not onlyincrease the crosslinking speed during curing, but also function aswater catchers g) for removing any traces of water that are stillpresent in the component A of the dental composition, and therebyprevent a premature viscosity increase or crosslinking of thealkoxysilyl polyether during storage. Furthermore, by means of addingvinyl trimethoxysilane, which is installed into the elastomer networkduring the condensation reaction, the mechanical property of the cureddental material can be adjusted. In particular in the case of the dentalmolding materials according to the invention which have hydroxylsilylpolyether a) with a methylene spacer at the terminal alkoxysilyl groups,it has proven to be advantageous to add both vinyl trimethoxysilane andN-trimethoxysilylmethyl-O-methylcarbamate to the component A, sincehere, the reactivity of vinyl trimethoxysilane alone is frequently notsufficient for stabilization with regard to water. Furthermore,N-trimethoxysilylmethyl-O-methylcarbamate in the component A leads tohigh cross-linking of the products resulting from the condensationreaction, after mixing with the catalyst component, and thereforeresults in cured dental materials having high tear strength, goodelasticity, and good recovery properties.

Alternatively or in addition to vinyl trimethoxysilane and/orN-trimethoxysilylmethyl-O-methylcarbamate, 3-(2-aminoethylamino)propyltrimethoxysilane can preferably also be added to the dentalmolding materials according to the invention, as a functional silane.This compound represents a highly basic catalyst, on the one hand, and acrosslinking agent, on the other hand. Because of the basic propertiesof the amino group, this substance reacts in a strongly alkaline manner,so that in the presence of water, silanols are formed with hydrolysisand release of methanol, which silanols crosslink by way of Si—O—Sibonds.

Furthermore, the two-component dental molding materials according to theinvention preferably contain, particularly preferably in the catalystcomponent B, at least one paste forming an agent h), since the latterallows the adjustment of a paste-like consistency, for example havinglow viscosity, medium viscosity, or high viscosity, as well ashomogeneous mixing of the aqueous base and the solid reinforcing andnon-reinforcing fillers c₁), c₂) Preferably, a compound selected fromamong the group that consists of polyethers, polyvinyl pyrrolidones,polyurethanes, polyesters, waxes, Vaseline, paraffin oils, silicon oils,glycerin, propylene glycols, polypropylene glycols, ethylene glycols,polyethylene glycols, copolymerizates of N-vinyl pyrrolidine and vinylacetate, carboxymethylcellulose, methylcellulose, hydroxyethylcellulose,hydroxypropylcellulose, polysaccharides, glycerin, and poly(meth)acrylicacids, is used as at least one paste forming agent h). Of course, thedental molding materials according to the invention can also contain anydesired combination of two or more of the aforementioned compounds. Whenusing a free acid or a free, strong, sterically hindered base in thecatalyst component B, those of the aforementioned compounds that areacid-stable or base-stable, respectively, are very particularlypreferred, so that these do not react with the acid or base contained inthe catalyst component B during storage, using up hydronium or hydroxideions, so that even after an extended storage period, the baseconcentration of the catalyst component B and therefore the working andcuring time of the dental molding materials according to the inventionremains constant.

The compounds I) that might be used as a surfactant, emulsifier, and/orstabilizer are preferably anionic surfactants, particularly preferablyalkyl sulfates, alkylbenzol sulfonates, or alkylbenzol phosphates,cationic surfactants, particularly preferably tetraalkylammoniumhalogenides, non-ionic surfactants, particularly preferably alkyl andalkylphenyl polyalkylalkylene oxides, fatty acid alkoxylates, fattyalcohol alkyloxylates, as well as their alkyl ethers and alkyl esters,fatty acid alkylolamides, saccharose fatty acid esters,trialkylaminoxides, silicon surfactants, or fluorine surfactants, oramphoteric surfactants, particularly preferably sulfated or oxyethylatedcondensation products of alkenyl phenols and formaldehyde, ethyleneoxide-propylene oxide block polymerizates, or modified polysiloxanes. Inaddition or as an alternative to this, derivatives of the aforementionedsurfactants can also be used, for example those that have functionalgroups such as —OH, —CH═CH₂, —OCO—(CH₃)C═CH₂, as well as alkoxysilylgroups. Furthermore, other surfactants known to a person skilled in theart can be used, although these are less preferred.

Furthermore, the dental molding materials according to the invention cancontain one or more active substances j) that are contained in the basecomponent A or the catalyst component B, depending on their chemicalfunctionality. The active substances to be used according to theinvention include, in particular, astringents such as epinephrine,substances having an antibacterial and/or antifungal effect, such ashexitidine (for example5-amino-1,3-bis(2-ethylhexyl)-5-methylhexahydropyrimidine), triclosanes(for example 2,4,4′-trichloro-2-hydroxydiphenylether) and chlorhexidine:

Possible plasticizers k) are, in particular, non-reactive polyethers,polyesters, polyurethanes, phthalates, monoesters, diesters, triesters,or esters having a higher valence, particularly acetyltributyl citrate,phthalates, and alkylsulfonic acid esters of phenol, which are added tothe component A and/or the component B, depending on their chemicalnature.

Compounds l) that allow optical readability/scanning can be anysubstances known to a person skilled in the art for this purpose,particularly metal powders, metal pigments, metallic pigments, andtitanium dioxide, which are added to the component A and/or thecomponent B, depending on their chemical nature.

Furthermore, the dental materials according to the invention can containusual flavors and/or, fragrances m) and/or additives n) that are usefulfor diagnosis in one of the two or in both components, as they aredescribed, for example, in European Patent No. EP 1 339 373,International Application No. PCT/EP00/05418, and German Patent No. DE100 61 195.

Sodium fluoride, potassium fluoride, ammonium fluoride,fluorophosphates, and aminofluorides, such asN′-octadecyl-bimethylenediamine-N,N,N′-bis(2-ethanol)-dihydrofluoride(as described in ZM 93, No. 15, page 32 ff.) have proven to be suitableas fluoridation aids o), which can also be added to the component Aand/or the component B), depending on their chemical nature.

Furthermore, the dental molding material according to the invention cancontain one or more different peroxides in the component A and/or thecomponent B, as a bleach substance p), which are preferably selectedfrom the group that consists of alkali metal and earth alkali metalperoxides, hydrogen peroxide, as well as carbamide peroxide.

Examples of suitable desensitization agents q) are potassium salts, suchas potassium nitrate, clove oil, and eugenol.

Alkoxysilanes, epoxysilanes, aminosilanes, and methacrylate silanes areparticularly suitable as adhesion bond imparting agents r), for examplefor forming an adhesion bond between the molding material and a moldingtray made of stainless steel and/or plastic.

Examples of suitable dyes s) are dye pigments in the form of Al, Ca, Baoxides/lacquered dye, which can be added to the component A and/or thecomponent B, depending on their chemical nature, like the ancillarysubstances described above, unless otherwise indicated.

Furthermore, dye indicators t) can be added to the dental moldingmaterials according to the invention, in the component A and/or thecomponent B, which change their color as a function of the pH, forexample because of changes in pH that occur when the components A and Bare mixed, or upon contact with water.

Compounds selected from the group that consists of polymertrimethyl-dihydroquinoline, diphenyl derivatives, phenothiazine,phenyl-α-naphthylamine, 4,4′-methylene-bis-2,6-di-tert.-butylphenol,butylhydroxyanisol (BHA), and methoxyphenol (hydroxyanisol), inparticular, can be added to the two-component dental materials accordingto the invention as stabilizers and/or antioxidants u). Examples of suchcompounds are the products commercially available from the Ciba-Geigycompany, Irganox® 1010 1076, 1035, MD 1024, Irgafos® 168, 38, Irgacor®252 LD/252FC, 1405, 1930, 153, Tinuvin® 328, P, 384, 900, 928, 327,1130, 400, 292, 144, 123, 622, as well as Chimassorb® 119.

Preferably, the two-component dental material according to the inventionis stored in suitable primary packaging, such as tubes and jars, andparticularly preferably in cartridges and tubular bags, as they aredescribed, for example, in European Patent No. EP 0 723 807 A2, EuropeanPatent No. EP-A-0 541 972, International Application No. PCT/EP/980193,European Patent No. EP-A-0 492 412, European Patent No. EP-A-0 492 413,and European Patent No. EP 0 956 980 A1, which are herein incorporatedby reference, and proportioned in customized amounts for later use.

Another object of the present invention is mixtures that can be obtainedby means of mixing the components A and B of the two-component dentalmolding material according to the invention as described above.Preferably, the base component A is mixed with the catalyst component Bin a ratio of 1:2 to 20:1, particularly preferably from 1:1 to 10:1, andvery particularly preferably 10:1, 5:1, 4:1, 2:1, and 1:1. Thesemixtures are characterized by excellent wettability and an outstandingflow behavior on moist tooth and tissue substance. Despite these goodhydrophilic properties, the material does not swell upon contact withaqueous media, such as water, saliva, blood, disinfection bath, oraqueous plaster paste. The good initial wettability of the mixture isimportant for detailed, accurate molding of the molding material in thepatient's mouth during working and during the first contact with moistmouth/tooth substance, and is expressed by a low contact angle of lessthan 60°, preferably less than 50°, and particularly preferably lessthan 40°, measured using a contact angle measuring device from the Krüsscompany, at 20° C., with the “lying drop” measuring method. Furthermore,the cured molding material at the time plaster is cast into it(immediately or 2 hours after curing) is also characterized by a contactangle of less than 60°, preferably less than 50°, and particularlypreferably less than 40°.

Accordingly, while only a few embodiments of the present invention havebeen shown and described, it is obvious that many changes andmodifications may be made thereunto without departing from the spiritand scope of the invention.

1. A dental molding material comprising: a) at least one hydroxylsilyl-functional polyether; b) at least one alkoxysilane b₁) or one polysilicic acid ester b₂); c) at least one reinforcing filler c₁) having a BET surface of at least 50 m²/g or at least one non-reinforcing filler c₂) having a BET surface of less than 50 m²/g, d) water, if necessary; and e) at least one condensation catalyst.
 2. A dental molding material according to claim 1, wherein the at least one hydroxylsilyl-functional polyether a) has hydroxylsilyl structural units that are disposed exclusively terminally in the polymer backbone, and fall under the general formula SiR¹R²R³, where R¹, R² and R³, independent of one another, are hydrogen, alkyl, or hydroxy, and at least one of R¹, R² and R³ is a hydroxyl group.
 3. A dental molding material according to claim 1, wherein the at least one hydroxylsilyl-functional polyether a) has a hydroxyl group content of 0.08 to 7.0 mmol/g.
 4. A dental molding material according to claim 1, wherein individual structural units of the at least one hydroxylsilyl-functional polyether a) have one of the following general formulas (I) and (II):

where x=1 to 6 n=1 to 6, m=0 or 1, and R¹, R², R³, independent of one another, are hydrogen, alkyl, or hydroxyl, and at least one of R¹, R² and R³ is a hydroxyl group, and

where x=1 to 6, n=1 to 6, 1=0 or 1, and R¹, R², R³, independent of one another, are hydrogen, alkyl, or hydroxyl, and at least one of R¹, R² and R³ is a hydroxyl group.
 5. A dental molding material according to claim 1, wherein the hydroxylsilyl-functional polyether a) has the general formula (IV)

or the general formula (V)


6. A dental molding material according to claim 1, wherein the material contains 10 to 80 wt.-% of the at least one polyether a) that contains hydroxylsilyl groups.
 7. A dental molding material according to claim 1, wherein said at least one alkoxysilane b₁) is a compound having the general formula (VI): Si(OR⁵)_(x)R⁶ _(y) where x is a whole number between 1 and 4, R⁵, independent of one another, are alkyl, aryl, acyl, preferably methyl or ethyl, and R⁶, independent of one another, are alkyl, alkenyl, aryl, acyl, (meth)acryloxy alkyl, amino(cyclo)alkyl, or amino acryl.
 8. A dental molding material according to claim 1, wherein the at least one polysilicic acid ester b₂) is a compound having the general formula (VII): (R⁵O)_(x1)R⁷ _(y2)—Si—[O—Si(OR⁵)₂]_(n)—OSiR⁷ _(y2)(OR⁵)_(x2) where x₁, x₂, independent of one another, are whole numbers between 0 and 3, y₁, =3−x₁, y₂=3−x₂, n is a whole number between 0 and 50, R⁵, independent of one another, are alkyl, aryl, acyl, preferably methyl or ethyl, and R⁷, independent of one another, are alkyl, alkenyl, aryl, or acyl.
 9. A dental molding material according to claim 1, wherein the material contains 0.1 to 5.0% of said at least one alkoxysilane b₁) or 0.1 to 3.0% of said at least one polysilicic acid ester b₂).
 10. A dental molding material according to claim 1, wherein the at least one condensation catalyst e) is an organic or inorganic acid or an organic base.
 11. A dental molding material according to claim 1, wherein the material is separated in into two components and the alkoxysilane b₁) or the silicic acid ester b₂) are contained in a first component A, and the hydroxylsilyl-functional polyether a), the water d) and catalyst e) are contained in a second component B.
 12. A dental molding material according to claim 1, wherein the at least one condensation catalyst e) is a metallorganic compound.
 13. A dental molding material according to claim 12, wherein dental molding material is in two components and wherein the hydroxylsilyl-functional polyether a) as well as the water d), are contained in a first component A, and the alkoxysilane b₁) and/or the silicic acid ester b₂) as well as the catalyst e) are contained in a second component B.
 14. A mixture that can be obtained by mixing components A and B of the two-component dental molding material according to claim 13, wherein the component A is mixed with the catalyst component B in a ratio of 1:2 to 20:1. 